Patents Assigned to Farmos-Yhtyma Oy
  • Patent number: 5292887
    Abstract: Compounds of the formula: ##STR1## wherein X is --CH.sub.2 -- or ##STR2## R.sub.1 is H, C.sub.1-5 -alkyl or benzyl, which can be substituted or unsubstitutedR.sub.2 is H, C.sub.1-4 -alkyl, OH or C.sub.1-3 -alkoxyR.sub.3 is H, CH.sub.3, CH.sub.2 CH.sub.3, OCH.sub.3 or HalR.sub.4 is H, CH.sub.3, CH.sub.2 CH.sub.3, OCH.sub.3 or Hal and Hal is halogen and non-toxic acid addition salts and mixtures thereof are highly selective antagonists at postsynaptic .alpha..sub.2 -adrenoceptors, and are especially useful in the treatment of diabetes.
    Type: Grant
    Filed: December 6, 1989
    Date of Patent: March 8, 1994
    Assignee: Farmos-yhtyma Oy
    Inventors: Arto J. Karjalainen, Raimo E. Virtanen, Arja L. Karjalainen
  • Patent number: 5098923
    Abstract: Imidazole derivatives of the formula: ##STR1## wherein R.sub.1, R.sub.2, R'.sub.1 and R'.sub.2 which can be the same or different, are H, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3, OH, CH.sub.2 OH, NH.sub.2 or halogen; R' if H or ##STR2## where R.sub.3 is H, CH.sub.3, or halogen; R.sub.4 is H and R.sub.5 is H or OH and R.sub.6 is H or OH or one of R.sub.5 and R.sub.6 is H and the other, together with R.sub.4, forms a bond and X and Y, which can be the same or different, are a bond, a straight C.sub.1-2 -alkyl or the corresponding alkenyl, and pharmaceutically acceptable salts thereof exhibit valuable pharmacological properties, especially aromatase inhibiting effects and are useful in the treatment of estrogen dependent diseases, e.g. breast cancer. Anti-mycotic and antifungal properties have also been found.
    Type: Grant
    Filed: September 27, 1990
    Date of Patent: March 24, 1992
    Assignee: Farmos-Yhtyma Oy
    Inventors: Arto J. Karjalainen, Lauri V. M. Kangas, Kauko O. A. Kurkela, Reino O. Pelkonen
  • Patent number: 5026868
    Abstract: The invention provides 4(5)-substituted imidazole derivatives of formula ##STR1## and their acid addition salts, in which either X is --CH.sub.2 -- and R.sub.1 is --CN, --COOH, COO(lower alkyl), --CHO, --CO(lower alkyl), lower alkyl of 3 or 4 carbon atoms, lower alkenyl, or lower (hydroxy alkyl) or X is ##STR2## --C(:CH--R)-- or --CH(CH.sub.2 R)--, where R is hydrogen or lower alkyl, and R.sub.1 is lower alkyl, and R.sub.3 and R.sub.4 are each hydrogen, methyl, ethyl, methoxy, or halogen, and novel intermediates and processes for their preparation. These compounds, in particular when R.sub.1 is lower alkyl, lower alkenyl, or lower (hydroxy alkyl), possess valuable pharmacological properties and are useful especially as selective .alpha..sub.2 -receptor antagonists.
    Type: Grant
    Filed: November 6, 1989
    Date of Patent: June 25, 1991
    Assignee: Farmos-Yhtyma Oy
    Inventors: Arja L. Karjalainen, Arto J. Karjalainen
  • Patent number: 4960939
    Abstract: N-benzyl-N-methyl-3,4-dimethoxyphenethylamine is prepared by reacting 3,4-dimethoxyphenethylamine with a mixture of benzaldehyde and formaldehyde in the presence of hydrogen and a catalyst such as palladium on carbon.
    Type: Grant
    Filed: June 13, 1984
    Date of Patent: October 2, 1990
    Assignee: Farmos-Yhtyma Oy
    Inventor: Maire M. Eloranta
  • Patent number: 4933359
    Abstract: The invention provides 4(5)-substituted imidazole derivatives of formula ##STR1## and their acid addition salts, in which either X is --CH.sub.2 -- and R.sub.1 is --CN, --COOH, COO(lower alkyl), --CHO, --CO(lower alkyl), lower alkyl or 3 or 5 carbon atoms, lower alkenyl, or lower (hydroxy alkyl) or X is ##STR2## --C(:CH--R)-- or --CH(CH.sub.2 R)--, where R is hydrogen or lower alkyl, and R.sub.1 is lower alkyl, and R.sub.3 and R.sub.4 are each hydrogen, methyl, ethyl, methoxy, or halogen, and novel intermediates and processes for their preparation. These compounds, in particular when R.sub.1 is lower alkyl, lower alkenyl, or lower (hydroxy alkyl), possess valuable pharmacological properties and are useful especially as selective .alpha..sub.2 -receptor antagonists.
    Type: Grant
    Filed: May 14, 1987
    Date of Patent: June 12, 1990
    Assignee: Farmos-Yhtyma Oy
    Inventors: Arja L. Karjalainen, Arto J. Karjalainen
  • Patent number: 4910214
    Abstract: The separated d and l enantiomers of medetomidine and their salts are selective and potent .alpha..sub.2 -receptor agonists.
    Type: Grant
    Filed: July 15, 1988
    Date of Patent: March 20, 1990
    Assignee: Farmos Yhtyma Oy
    Inventors: Arto J. Karjalainen, Raimo E. Virtanen, Eino J. Savolainen
  • Patent number: 4866174
    Abstract: A method for the preparation of 2,4-diamino-3-oxy-6-piperidyl-pyrimidine or minoxidil wherein a compound of the formula ##STR1## wherein R is a C.sub.1-4 alkyl or a phenyl group optionally having up to three C.sub.1-4 alkyl substituents, is oxidized to a compound of the formula ##STR2## which according to known methods is reacted with piperidine to minoxidil. In the inventive method magnesium monoperoxyphthalate, which has the formula ##STR3## is used as the oxidizing agent.
    Type: Grant
    Filed: July 13, 1987
    Date of Patent: September 12, 1989
    Assignee: Farmos-Yhtyma Oy
    Inventor: Jyrki Lamsa
  • Patent number: 4783477
    Abstract: Medetomidine is useful in the treatment of anxiety disorders.
    Type: Grant
    Filed: November 9, 1987
    Date of Patent: November 8, 1988
    Assignee: Farmos-Yhtyma Oy
    Inventors: Risto Lammintausta, Raimo Virtanen
  • Patent number: 4689226
    Abstract: The invention provides a bacterial preparation for the prophylaxis of intestinal disturbances, especially salmonella infections, in poultry, made by anaerobically cultivating either separately or together bacterial strains of normal alimentary tract bacterial species, optionally in the presence of epithelial cells from the alimentary tract, for example the crop of a poult, and isolating the cultivated bacteria from the nutrient medium and making a preparation of them, for instance by lyophilization. The only bacterial strains used are those having an adhesion efficiency onto the epithelial cells of the alimentary tract of the poult of at least 10 bacteria per epithelial cell.
    Type: Grant
    Filed: July 5, 1983
    Date of Patent: August 25, 1987
    Assignee: Farmos-Yhtyma Oy
    Inventors: Esko V. Nurmi, Jarita E. Schneitz, Pirjo H. Makela
  • Patent number: 4689339
    Abstract: A process for the preparation of a substituted imidazole of the formula ##STR1## wherein X is --CH.sub.2 --, --CH.sub.2 CH.sub.2 -- or --O-- R.sub.1 is H, lower alkyl or lower alkenyl, OCH.sub.3 or OCH.sub.2 CH.sub.3, R.sub.2 is H, CH.sub.3, CH.sub.2 CH.sub.3, OCH.sub.3 or OH, R.sub.3 is H, CH.sub.3, CH.sub.2 CH.sub.3, OCH.sub.3 or Hal, R.sub.4 is H, CH.sub.3, CH.sub.2 CH.sub.3, OCH.sub.3 or Hal, and Hal is halogen and their non-toxic acid addition salts exhibit valuable pharmacological activity and are useful especially as selective .alpha..sub.2 -receptor antagonists.
    Type: Grant
    Filed: November 21, 1985
    Date of Patent: August 25, 1987
    Assignee: Farmos Yhtyma oy
    Inventors: Arto J. Karjalainen, Raimo E. Virtanen, Arja L. Karjalainen, Kauko O. A. Kurkela
  • Patent number: 4684659
    Abstract: The invention provides compounds of the formula: ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3, which can be the same or different, is hydrogen, chloro, bromo, fluoro, methyl, ethyl, methoxy, amino, hydroxy or nitro; R.sub.4 is hydrogen or alkyl of 1 to 7 carbon atoms; X is ##STR2## (R.sub.5 is hydrogen or hydroxy) and n is 1-4; and their non-toxic pharmaceutically acceptable acid addition salts. These compounds exhibit valuable pharmacological activity and are useful in the treatment of mammals, especially as anti-hypertensive agents. Furthermore, some of the compounds have proved to possess diuretic, .beta.-blocking activity and/or antithrombotic activity. The compounds may be made by a variety of methods and may be incorporated in pharmaceutical compositions also comprising a compatible pharmaceutically acceptable carrier.
    Type: Grant
    Filed: January 28, 1986
    Date of Patent: August 4, 1987
    Assignee: Farmos-Yhtyma Oy
    Inventors: Arto J. Karjalainen, Kauko O. A. Kurkela
  • Patent number: 4670455
    Abstract: 4-[(.alpha.-Methyl)-2,3-dimethyl-benzyl]imidazole is useful as a veterinary sedative-analgetic agent, especially in small mammals.
    Type: Grant
    Filed: December 3, 1985
    Date of Patent: June 2, 1987
    Assignee: Farmos-Yhtyma Oy
    Inventors: Raimo E. Virtanen, Arto J. Karjalainen, Kauko O. A. Kurkela, Antti T. Vaha-Vahe, Outi M. Vainio-Kivinen
  • Patent number: 4657762
    Abstract: This invention provides a composition useful in the treatment or prophylaxis of disturbances in the normal intestinal bacteria flora in poultry. The composition is intended to be administered as an aqueous mixture and it contains anaerobic bacteria of intestinal origin and an agent, preferably cysteine, which decreases the toxic effect of the oxygen dissolved in the water, and preferably also a substantially neutral buffer.
    Type: Grant
    Filed: February 25, 1985
    Date of Patent: April 14, 1987
    Assignee: Farmos-Yhtyma Oy
    Inventors: Antti R. Mikkola, Heli-Riitta M. Hakkinen, Lasse O. Nuotio, Esko V. Nurmi, Carita E. Schneitz
  • Patent number: 4584383
    Abstract: The invention provides novel 1-substituted-5-hydroxymethyl-2-mercapto-imidazoles of the formula ##STR1## wherein R is pyridylmethyl, alkyl of 1 to 4 carbon atoms, or a radical of formula: ##STR2## in which R.sub.1 is hydrogen or halogen and n is 1-3. These compounds are prepared by reacting together dihydroxyacetone dimer, the amine R--NH.sub.2, and potassium thiocyanate. The compounds of formula (I) are useful as starting materials in the preparation of known therapeutically valuable imidazole derivatives, by removing the mercapto group, oxidizing the alcohol group to an aldehyde group and condensing the aldehyde with an appropriate phenyl or phenylalkyl magnesium halide.
    Type: Grant
    Filed: October 16, 1984
    Date of Patent: April 22, 1986
    Assignee: Farmos Yhtyma-Oy
    Inventor: Seppo S. L. Parhi
  • Patent number: 4568686
    Abstract: The invention provides compounds of the formula: ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3, which can be the same or different, is hydrogen, chloro, bromo, fluoro, methyl, ethyl, methoxy, amino, hydroxy or nitro; R.sub.4 is hydrogen or alkyl of 1 to 7 carbons atoms; X is ##STR2## (R.sub.5 is hydrogen or hydroxy) and n is 1-4; and their non-toxic pharmaceutically acceptable acid additions salts. These compounds exhibit valuable pharmacological activity and are useful in the treatment of mammals, especially as anti-hypertensive agents. Furthermore, some of the compounds have proved to possess diuretic, .beta.-blocking activity and/or antithrombotic activity. The compounds may be made by a variety of methods and may be incorporated in pharmaceutical compositions also comprising a compatible pharmaceutically acceptable carrier.
    Type: Grant
    Filed: February 11, 1981
    Date of Patent: February 4, 1986
    Assignee: Farmos Yhtyma Oy
    Inventors: Arto J. Karjalainen, Kauko O. A. Kurkela
  • Patent number: 4514412
    Abstract: Compounds of the formula: ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3, which can be the same or different, is hydrogen, chloro, bromo, fluoro, methyl, ethyl, methoxy, amino, hydroxy or nitro; R.sub.4 is hydrogen or alkyl of 1 to 7 carbon atoms; R.sub.5 is hydrogen or a straight or branched alkyl group of 1 to 5 carbon atoms or a phenyl group; and R.sub.6 is hydrogen or an alkyl group of 1 to 7 carbon atoms or a substituted or unsubstituted benzyl, X is --CH.sub.2 --, --CHOH-- or --CH.dbd.CH-- and n is 0-4; provided that R.sub.5 and R.sub.6 are simultaneously hydrogen only when n is 4 and X is --CH.dbd.CH--; and their non-toxic pharmaceutically acceptable acid addition salts and mixtures thereof exhibit valuable pharmacological activity and are useful in the treatment of mammals, especially as antithrombotic agents. Furthermore, some of the compounds have proved to possess antihypertensive or .beta.-blocking activity. Antimicrobial and antifungal properties have also been found.
    Type: Grant
    Filed: February 3, 1982
    Date of Patent: April 30, 1985
    Assignee: Farmos Yhtyma Oy
    Inventors: Arto J. Karjalainen, Kauko O. A. Kurkela
  • Patent number: 4443466
    Abstract: The invention provides compounds of the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3, which can be the same or different, are each hydrogen, chloro, bromo, fluoro, methyl, ethyl, methoxy, amino, hydroxy or nitro; R.sub.4 is hydrogen or alkyl of 1 to 7 carbon atoms; --X-- is ##STR2## R.sub.5 is hydrogen, hydroxy or --OR.sub.6 ; and R.sub.6 is alkyl of 1 to 7 carbon atoms or aryl of 6 to 10 carbon atoms; and their non-toxic pharmaceutically acceptable acid addition salts and mixtures thereof. Processes for the preparation and use of the subject compounds are described, as are novel pharmaceutical compositions comprising at least one of the subject compounds or their salts. The compounds and their non-toxic salts exhibit valuable pharmacological activity and are useful in the treatment of mammals, e.g., as anti-ulcer or anti-hypertensive agents. Furthermore, they are useful as diuretic, sedative, analgesic, anti-inflammatory and tranquilizing agents.
    Type: Grant
    Filed: March 10, 1981
    Date of Patent: April 17, 1984
    Assignee: Farmos-Yhtyma OY (Farmos Group Ltd.)
    Inventors: Arto J. Karjalainen, Kauko O. A. Kurkela
  • Patent number: 4424645
    Abstract: This invention relates to a growth substrate bed suitable for growing plants, which is easy to handle and transport. Such a bed consists of a bag-shaped casing made of some suitable material, preferably plastic, and its contents consisting of water-expansible preferably granular, growth substrate material. Suitable growth substrate material are pressed peat pellets. The bag is partly filled with said materials to such an extent that after the watering the material will fill the bag completely. In order to preserve a uniform distribution of the material in the partly filled bag during handling and transportation before watering, the bed is rolled up, preferably in its longitudinal direction.
    Type: Grant
    Filed: August 28, 1981
    Date of Patent: January 10, 1984
    Assignee: Farmos-Yhtyma Oy
    Inventor: Pertti K. Rannali
  • Patent number: D286027
    Type: Grant
    Filed: February 27, 1984
    Date of Patent: October 7, 1986
    Assignee: Farmos-Yhtyma Oy
    Inventors: Paavo Waher, Timo Norkela, Olavi Raasakka
  • Patent number: RE32400
    Abstract: Compounds of the formula: ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3, which can be the same or different, is hydrogen, chloro, bromo, fluoro, methyl, ethyl, methoxy, amino, hydroxy or nitro; R.sub.4 is hydrogen or alkyl or 1 to 7 carbon atoms; R.sub.5 is hydrogen or a straight or branched alkyl group of 1 to 5 carbon atoms or a phenyl group; and R.sub.6 is hydrogen or an alkyl group of 1 to 7 carbon atoms or a substituted or unsubstituted benzyl, X is --CH.sub.2 --, --CHOH-- or --CH.dbd.CH-- and n is 0-4; provided that R.sub.5 and R.sub.6 are simultaneously hydrogen only when n is 4 and X is --CH.dbd.CH--; and their non-toxic pharmaceutically acceptable acid addition salts and mixtures thereof exhibit valuable pharmacological activity and are useful in the treatment of mammals, especially as antithrombotic agents. Furthermore, some of the compounds have proved to possess antihypertensive or .beta.-blocking activity. Antimicrobial and antifungal properties have also been found.
    Type: Grant
    Filed: July 30, 1985
    Date of Patent: April 14, 1987
    Assignee: Farmos Yhtyma Oy
    Inventors: Arto J. Karjalainen, Kauko O. A. Kurkela